The reduction of IBX to IBA in the presence of molecular iodine in DMSO
generates hypoiodous acid (IOH), which reacts with various olefins as well as
α,β-unsaturated ketones leading to their respective iodohydrins with anti
stereochemistry. The same redox chemistry in acetonitrile containing TFA
produces iodonium ions for facile iodination of aromatic compounds.